HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 57735330, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 1-Naphthaleneboronic acid | HCID 254532 | — |
| Reactant | 2,6-Dibromoanthraquinone | HCID 10959484 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57735330 | HCID 57735330 | — |
Reaction Steps
A suspension of 28.7 g (100 mmol) of 2,6-dibromoanthraquinone, 44.7 g (260 mmol) of 1-naphthylboronic acid, 89.2 g (420 mmol) of potassium phosphate, 1.8 g (6 mmol) of tri-o-tolylphosphine and 225 mg (1 mmol) of palladium(II) acetate in a mixture of 200 ml of dioxane, 400 ml of toluene and 500 ml of water is refluxed for 16 h. After cooling, the solid is filtered off with suction, washed three times with 100 ml of water each time and three times with 100 ml of ethanol each time, dried in vacuo and subsequently recrystallised twice from chlorobenzene. Yield: 41.6 g (90 mmol), 90.3% of theory; purity: 99% according to NMR.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999521B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-1e4f08c3a6b647268503bba635082e59 |
| Source note | uspto-grants-2015_04 |